Google street view image for 59 Front St, Winsted, CT 06098

Off market

$293,461

•

2 ba

•

2,444

sq ft

59 Front St, Winsted, CT 06098

About this home

59 Front St is a 2,444 square foot multi-family home on a 0.4 acre lot with 5 bedrooms and 2 bathrooms. Based on Redfin's Winsted data, we estimate the home's value is $293,461.

Multi-familyProperty Type

1864Year Built

0.4 acresLot Size

$120Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$293,461

$12K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.2% lower than the average sale price ($310K) of 6 comparable homes.

SOLD SEP 18, 2026
$280,000
A
4 beds2 baths2,270 sq ft
64 Wheeler St, Winsted, CT 06098
SOLD OCT 7, 2026
$350,000
B
4 beds2 baths3,044 sq ft
50 High St, Winsted, CT 06098
SOLD SEP 1, 2026
$325,000
C
4 beds2 baths2,103 sq ft
120 E Lake St, Winsted, CT 06098
SOLD JUL 21, 2026
$387,500
D
6 beds2.5 baths2,555 sq ft
68 Wetmore Ave, Winsted, CT 06098
SOLD JUL 22, 2026
$185,000
E
4 beds2 baths1,844 sq ft
30 Upland Rd, Winsted, CT 06098
SOLD AUG 10, 2026
$330,000
F
5 beds3 baths2,602 sq ft
63 Meadow St, Winsted, CT 06098

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Earn from this home

Sell

$274,532

Est. take-home

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Market trends in 06098, CT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.6%

1.9% MoM

Median sale price

$387K

$32K MoM

Avg. days on market

51d

3 days MoM

Recently sold homes

8 MoM

New listings for sale

$265,000
3 beds2 baths1,417 sq ft
264 Florence St, Winsted, CT 06098
$299,900
5 beds2 baths2,016 sq ft
18 Pratt St, Winsted, CT 06098
OPEN SUN, 12PM TO 2PM
$285,000
4 beds2.5 baths2,868 sq ft
19 Walnut St, Winsted, CT 06098
See all

Provided by Redfin

Sale history for 59 Front St

As the MLS and public records start to fill up, we'll list the details here.

Tax history for 59 Front St

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Average
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 2,444
Gross Sq. Ft: 5,308
# of Units: 2
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 17,424
Municipality Name: WINCHESTER
Acres: 0.4
Zoning Code: R-3
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2022

Public facts

Beds: 5
Baths: 2.0
Sq. Ft.: 2,444
Stories: 2.0
Lot Size: 0.4 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1864
Year Renovated: —
County: Litchfield County
APN: 926802

Home facts updated by county records on May 24, 2023

Around this home

Schools

K - 12
Preschool & daycare

Mary P. Hinsdale School

Public PreK-2 • Assigned • 0.2mi

The Gilbert School

Public 7-12 • Assigned • 0.3mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

8 days above 93° expected this year, 19 days in 30 years

5/10 Wind Factor

26% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winsted, CT • 06098

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.1 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$279,000 – $338,000

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Nearby similar homes

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Two-family home • Separate utilities • Newer gas furnace

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4 beds2 baths2,370 sq ft

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Recently remodeled • Wood floors • Mini splits

New listings for sale in 06098

$265,000

3 beds2 baths1,417 sq ft

264 Florence St, Winsted, CT 06098

Landscaped yard • Wood floors • Wired for generator

$299,900

5 beds2 baths2,016 sq ft

18 Pratt St, Winsted, CT 06098

Separate utilities • Own laundry • Full basement

OPEN SUN, 12PM TO 2PM

$285,000

4 beds2.5 baths2,868 sq ft

19 Walnut St, Winsted, CT 06098

New roof • Solar • 0.29 acre lot

Home values near 59 Front St

Data from public records.

Address	Redfin Estimate
71 Front St, Winsted, CT 3 Beds \| 1.5 Baths \| 1463 Sq. Ft.	$290,733
79 Front St, Winsted, CT 2 Beds \| 1 Baths \| 976 Sq. Ft.	$247,321
130 Meadow St, Winsted, CT 9 Beds \| 9 Baths \| 9249 Sq. Ft.	—
98 Meadow St, Winsted, CT 4 Beds \| 2 Baths \| 2006 Sq. Ft.	—
104 Meadow St, Winsted, CT 3 Beds \| - Baths \| 1945 Sq. Ft.	$297,526
115 Meadow St, Winsted, CT 6 Beds \| 2 Baths \| 2380 Sq. Ft.	$310,483
30 Upland Rd, Winsted, CT 4 Beds \| 2 Baths \| 1844 Sq. Ft.	$263,248

Address	Redfin Estimate
1 Front St, Winsted, CT 4 Beds \| 2 Baths \| 2703 Sq. Ft.	$418,037
41 Front St, Winsted, CT 6 Beds \| 2 Baths \| 2480 Sq. Ft.	$273,881
144 Meadow St, Winsted, CT 5 Beds \| 2 Baths \| 2500 Sq. Ft.	$349,524
38 Upland Rd, Winsted, CT 3 Beds \| 1.5 Baths \| 1736 Sq. Ft.	$384,499
136 Meadow St, Winsted, CT 4 Beds \| 1.5 Baths \| 2200 Sq. Ft.	$393,680
123 Meadow St, Winsted, CT 4 Beds \| 2 Baths \| 1868 Sq. Ft.	$372,439
42 Upland Rd, Winsted, CT 2 Beds \| 1 Baths \| 1236 Sq. Ft.	$263,678

Address	Redfin Estimate
49 Front St, Winsted, CT 5 Beds \| 3 Baths \| 2726 Sq. Ft.	$393,293
840 Main St, Winsted, CT 5 Beds \| 2 Baths \| 1845 Sq. Ft.	—
118 Meadow St, Winsted, CT 3 Beds \| 2 Baths \| 1652 Sq. Ft.	$252,774
124 Meadow St, Winsted, CT 4 Beds \| 1.5 Baths \| 1692 Sq. Ft.	$297,575
112 Meadow St, Winsted, CT 4 Beds \| 2 Baths \| 1842 Sq. Ft.	—
129 Meadow St, Winsted, CT 3 Beds \| 1.5 Baths \| 2727 Sq. Ft.	$340,902

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